Water → 1-Fluoro-4-(2-methyl-propenyl)-2-trifluoromethyl-benzene

HRID 1295596Notes

Reaction equation

HRID 1295596 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH:9]([CH3:11])[CH3:10])=[CH:4][C:3]=1[C:13]([F:16])([F:15])[F:14].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O.[OH-].[Na+]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([CH3:11])[CH3:10])=[CH:4][C:3]=1[C:13]([F:14])([F:15])[F:16]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 521998p-Toluenesulfonic acid monohydrateHCID 231059461-(4-Fluoro-3-(trifluoromethyl)phenyl)-2-methylpropan-1-ol

Product 1

HCID 231059441-Fluoro-4-(2-methyl-propenyl)-2-trifluoromethyl-benzene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4.3 g (18.2 mmol) 1-(4-fluoro-3-trifluoromethyl-phenyl)-2-methyl-propan-1-ol and 1.0 g (5.3 mmol) p-toluenesulphonic acid monohydrate in 100 mL toluene are refluxed for 3 hours using the water separator. Then the reaction mixture is combined with water and made alkaline with 1 N sodium hydroxide solution. After separation of the organic phase this is washed with water, dried with sodium sulphate and evaporated down. The oil remaining is further reacted directly.

Workup

  1. customAfter separation of the organic phase
  2. washthis is washed with water
  3. dry with materialdried with sodium sulphate
  4. customevaporated down
  5. customThe oil remaining is further reacted directly

Sources & evidence

ORD record
ord-701352ce541f4699af63b0a22bac32eb
Source dataset
uspto-grants-2007_07
Patent number
US07244728B2

Reaction notes

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